Herbicidal composition

ABSTRACT

Provided are technologies for controlling weeds, specifically, a herbicidal composition including as active ingredients isoxaflutole, cyprosulfamide, and one or more compounds selected from Group A has weed control effects, 
     Group A: 
     a group consisting of flumioxazin, sulfentrazone, saflufenacil, oxyfluorfen, fomesafen, and a compound represented by formula (I)

BACKGROUND OF THE INVENTION

1. Field of the Invention

The present invention relates to a method for controlling weeds.

2. Description of the Related Art

For controlling weeds, many compounds are known as active ingredients ofpesticides such as herbicides.

NON-PATENT DOCUMENT

-   Crop Protection Handbook, vol. 97 (2011) Meister Publishing Company,    ISBN:1-892829-23-1)

SUMMARY OF THE INVENTION

The problem to be solved by the present invention is to provide aherbicidal composition capable of exhibiting high controlling activitiesto weeds.

The present inventor has accomplished the present invention by findingout that a combination of certain specific herbicides can exhibit highcontrolling activities.

The present invention includes the following:

[1] A herbicidal composition comprising as active ingredientsisoxaflutole, cyprosulfamide, and one or more compounds selected fromGroup A,

Group A:

a group consisting of flumioxazin, sulfentrazone, saflufenacil,oxyfluorfen, fomesafen, and compounds represented by formula (I):

[2] The herbicidal composition according to [1], wherein the weightratio of the one or more compounds selected from Group A to isoxaflutoleis from 1:0.01 to 1:100.[3] The herbicidal composition according to [1], wherein the weightratio of the one or more compounds selected from Group A tocyprosulfamide is from 1:0.01 to 1:100.[4] The herbicidal composition according to any one of [1] to [3],wherein the one or more compounds selected from Group A is flumioxazin.[5]A weed control method comprising applying isoxaflutole,cyprosulfamide, and one or more compounds selected from Group Asimultaneously or in combination to a soil of a place where weeds growor are to grow, or to weeds,Group A:a group consisting of flumioxazin, sulfentrazone, saflufenacil,oxyfluorfen, fomesafen, and compounds represented by formula (I):

[6] The method according to [5], wherein the weight ratio of the one ormore compounds selected from Group A to isoxaflutole is within the rangeof from 1:0.01 to 1:100.[7] The method according to [5], wherein the weight ratio of the one ormore compounds selected from Group A to cyprosulfamide is within therange of from 1:0.01 to 1:100.[8] The method according to any one of [5] to [7], wherein the one ormore compounds selected from Group A is flumioxazin.[9] The method according to any one of [5] to [8], wherein the placewhere weeds grow or are to grow is a soybean field, a cotton field, or acorn field.[10] The method according to any one of [5] to [8], wherein the placewhere weeds grow or are to grow is a tree land.[11] The weed control method according to [9], wherein the soybean ofthe soybean field, the cotton of the cotton field, or the corn of thecorn field is transgenic soybean, transgenic cotton, or transgenic corn.[12] The weed control method according to [9], wherein the soybean ofthe soybean field, the cotton of the cotton field, or the corn of thecorn field is transgenic soybean, transgenic cotton, or transgenic cornto each of which resistance to herbicides has been imparted.[13] The weed control method according to [9], wherein the soybean ofthe soybean field or the cotton of the cotton field is transgenicsoybean imparted with resistance to 4-hydroxyphenylpyruvate dioxygenaseinhibitors or transgenic cotton imparted with resistance to4-hydroxyphenylpyruvate dioxygenase inhibitors.

The present invention makes it possible to control weeds in crop fields,vegetable fields, tree lands, or non-cultivated lands with high potency.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

The herbicidal composition of the present invention (hereinafterdescribed as present invention composition) comprises a herbicidalcomposition comprising as active ingredients isoxaflutole,cyprosulfamide and one or more compounds selected from Group A,

Group A:

a group consisting of flumioxazin, sulfentrazone, saflufenacil,oxyfluorfen, fomesafen, and compounds represented by formula (I)(hereinafter described as Compound 1):

Flumioxazin, sulfentrazone, saflufenacil, oxyfluorfen, fomesafen, andthe compounds represented by formula (I) listed in Group A are known asPPO inhibitors.

Flumioxazin, sulfentrazone, saflufenacil, oxyfluorfen, and fomesafen areherbicidally active compounds described in Crop Protection Handbook,Vol. 97 (2011) (Meister Publishing Company, ISBN:1-892829-23-1) and canbe produced by a known production method. Moreover, commerciallyavailable formulations containing this compound can be got.

Fomesafen to be used for the present invention may be in a salt formlike fomesafen-sodium.

The compound of formula (I) is a compound disclosed in WO 02/066471 andcan be produced by a known production method.

Isoxaflutole, which is used as an active ingredient of the presentinvention composition, is a herbicidally active compound described inCrop Protection Handbook, Vol. 97 (2011) and can be produced by a knownproduction method. Moreover, commercially available formulationscontaining this compound can be got.

Cyprosulfamide, which is used as an active ingredient of the presentinvention composition, is a compound disclosed in U.S. Pat. No.6,251,827 and U.S. Pat. No. 7,608,736 and can be produced by a knownproduction method.

The composition of the present invention has herbicidal activity againsta wide variety of weeds, and thus enabling effective control of a widevariety of weeds in the fields where crops are usually cultivated withor without tillage, vegetable field, tree land or non-cultivated land.Furthermore, the composition does not cause significant phytotoxicity touseful plants.

Examples of the farm crop field in the present invention include fieldsof edible crops such as peanut, soybean, corn, wheat and barley; feedcrops such as sorghum and oat; industrial crops such as cotton; andsugar crops such as sugarcane. Examples of the vegetable field in thepresent invention include fields of Solanaceae vegetables such aseggplant, tomato, green pepper, red pepper and potato; Cucurbitaceaevegetables such as cucumber, pumpkin, zucchini, watermelon and melon;Brassicaceae vegetables such as radish, turnip, horseradish, cohlrabi,Chinese cabbage, cabbage, leaf mustard, broccoli and cauliflower;Compositae vegetables such as burdock, crown daisy, artichoke andlettuce; Liliaceae vegetables such as leek, onion, garlic and asparagus;Umbelliferae vegetables such as carrot, parsley, celery and parsnip;Chenopodiaceae vegetables such as spinach and Swiss chard; Lamiaceavegetables such as perilla, mint, basil and lavender; strawberry; sweetpotato; yam; and taro.

Examples of the tree land in the present invention include orchards, teaplantation, mulberry field, coffee plantation, banana plantation, palmplantation, flower tree land, flower field, nursery tree land, youngplant land, forest and garden. Examples of the orchard include pomefruits such as apple, pear, Japanese pear, Chinese quince and quince;stone fruits such as peach, plum, nectarine, Japanese apricot, cherry,apricot and prune; citrus such as Satsuma orange, orange, lemon, limeand grapefruit; tree nuts such as chestnut, walnut, hazelnut, almondnut, pistachio nut, cashew nut and macadamia nut; berries such asblueberry, cranberry, blackberry and raspberry; grape; persimmon; olive;and loquat.

Examples of the non-cultivated land in the present invention includeplayground, vacant land, neighborhood of railroad, park, car park,neighborhood of road, dry riverbed, land under power-transmission lines,land for housing and site for factor.

Crops cultivated in the farm crop field in the present invention are notlimited as long as they belong to cultivars which are generallycultivated as crops.

These plant cultivars include plants, to which resistance to herbicideshas been imparted by a classical breeding method or geneticrecombination technology, the herbicides being protoporphyrinogenoxidase inhibitors such as flumioxazin; 4-hydroxyphenylpyruvatedioxygenase inhibitors such as isoxaflutole; acetolactate synthaseinhibitors such as imazethapyr and thifensulfuron-methyl; acetyl CoAcarboxylase inhibitors such as sethoxydim;5-enolpyruvylshikimate-3-phosphate synthase inhibitors such asglyphosate; glutamine synthase inhibitors such as glufosinate; auxintype herbicides such as 2,4-D and dicamba; and bromoxynil.

Examples of the crop, to which resistance to herbicides has beenimparted by a classical breeding method, include corn which is resistantto an imidazolinone type acetolactate synthase inhibiting herbicide suchas imazethapyr, and which has already been sold under the trade name ofClearfield (registered trademark). Such a crop also includes STS soybeanwhich is resistant to a sulfonylurea type acetolactate synthaseinhibiting herbicide such as thifensulfuron-methyl. Similarly, examplesof the plant, to which resistance to an acetyl CoA carboxylase inhibitorsuch as a trione oxime or aryloxyphenoxypropionic acid type herbicidehas been imparted by a classical breeding method, include SR corn.

Examples of the plant, to which resistance to herbicides has beenimparted by genetic recombination technology, include corn, soybean andcotton, each having resistance to glyphosate, and which have alreadybeen sold under the trade names of RoundupReady (registered trademark),Agrisure (registered trademark) GT, and Gly-Tol (registered trademark).Similarly, plants, to which resistance to herbicides has been impartedby genetic recombination technology, include corn, soybean and cotton,each having resistance to glufosinate, and they have already been soldunder the trade name of LibertyLink (registered trademark). There arecorn and soybean cultivars, which are resistant to both glyphosate andALS inhibitors, and are sold under the trade name of Optimum (registeredtrademark) GAT (registered trademark). Similarly, there is soybean, towhich resistance to an imidazolinone type acetolactate synthaseinhibitor has been imparted by genetic recombination technology, andwhich has been developed under the trade name of Cultivance. Similarly,there is cotton, to which resistance to bromoxynil has been imparted bygenetic recombination technology, and which has already been sold underthe trade name of BXN (registered trademark).

Crops such as soybean having resistance to dicamba can be fabricated byintroducing a dicamba-degrading enzyme such as dicamba monooxygenaseisolated from Pseudomonas maltophilia into the plant (Behrens et al.2007 Science 316: 1185-1188).

Crops having resistance to both phenoxy acid type herbicidez such as2,4-D, MCPA, dichlorprop and mecoprop, and aryloxyphenoxypropionic acidtype herbicides such as quizalofop, haloxyfop, fluazifop, diclofop,fenoxaprop, metamifop, cyhalofop and clodinafop can be fabricated byintroducing a gene encoding an aryloxyalkanoate dioxygenase (Wright etal. 2010: Proceedings of National Academy of Science. 107(47):20240-20245).

By introducing a gene encoding a 4-hydroxyphenylpyruvate dioxygenase(hereinafter referred to as HPPD) inhibitor which exhibits resistance toHPPD inhibitor, and thus plants having resistance to the HPPD inhibitorcan be fabricated (US2004/0058427). By introducing a gene capable ofsynthesizing homogentisic acid as a product of HPPD through anothermetabolic pathway, homogentisic acid is produced even in the presence ofa HPPD inhibitor, and thus making it possible to fabricate plants whichexhibits resistance to the HPPD inhibitor (WO 02/036787). By introducinga gene capable of excessively expressing HPPD, HPPD is produced in theamount which does not exert an adverse influence on the growth of theplant even in the presence of a HPPD inhibitor, and thus making itpossible to fabricate plants which exhibit resistance to the HPPDinhibitor (WO 96/38567). By introducing aforementioned gene capable ofexcessively expressing HPPD and also introducing a gene encoding aprephenate dehydrogenase so as to increase the production amount ofp-hydroxyphenylpyruvic acid as a substrate of HPPD, and thus making itpossible to fabricate plants which exhibit resistance to the HPPDinhibitor (Rippert P et al. 2004 Engineering plant shikimate pathway forproduction of tocotrienol and improving herbicide resistance. PlantPhysiol. 134: 92-100).

Examples of the other method of imparting resistance to a herbicideinclude methods of introducing genes described in WO 98/20144, WO2002/46387 and US2005/0246800.

Aforementioned crops also include crops which made it possible tosynthesize selective toxins known as the genus Bacillus, using geneticrecombination technology.

Examples of toxins expressed in these transgenic plants includeinsecticidal proteins derived from Bacillus cereus and Bacilluspopilliae; δ-endotoxins derived from Bacillus thuringiensis, e.g.Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34aband Cry35ab, and insecticidal proteins such as VIP1, VIP2, VIP3 andVIP3A; insecticidal toxins derived from nematodes; insecticidal toxinsproduced by animals, such as scorpion toxin, spider toxin, bee toxin andinsect-specific neurotoxins; filamentous fungi toxins; plant lectins;agglutinin; protease inhibitor such as trypsin inhibitor, serineprotease inhibitor, patatin, cystatin and papain inhibitor;ribosome-inactivating proteins (RIP) such as ricin, corn-RIP, abrin,rufin, sapolin and priodin; steroid metabolic enzymes such as3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase andcholesterol oxidase; ecdysone inhibitor; HMG-CoA reductase; ion channelinhibitors such as sodium channel inhibitor and calcium channelinhibitor; juvenile hormone esterase; diuretic hormone acceptors;stilbene synthetase; bibenzyl synthetase; chitinase; and glucanase.

The toxins expressed in these transgenic plants include hybrid toxins,partially deficient toxins and modified toxins, which derive fromδ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab,Cry3A, Cry3Bb1, Cry9C, Cry34Ab and Cry35Ab, and insecticidal proteinssuch as VIP1, VIP2, VIP3 and VIP3A. The hybrid toxins are fabricated bya novel combination of the different domains of these proteins, usinggenetic recombination technology. The known partially deficient toxin isCry1Ab, in which a part of amino acid sequence is deficient. In modifiedtoxins, one or more amino acids of a natural toxin are replaced.Examples of these toxins and transgenic plants capable of synthesizingthese toxins are described in EP-A-0 374 753, WO 93/07278, WO 95/34656,EP-A-0 427 529, EP-A-451 878, and WO 03/052073. The toxins contained inthese transgenic plants impart resistance to insect pests of Coleoptera,insect pests of Diptera and insect pests of Lepidoptera to the plants.

There have already been known transgenic plants having one or moreinsecticidal pest-resistant genes and capable of producing one or moretoxins, and some of them are commercially available. Examples of thetransgenic plants include YieldGard (registered trademark) (a cornvariety expressing Cry1Ab toxin), YieldGard Rootworm (registeredtrademark) (a corn variety expressing Cry3Bb1 toxin), YieldGard Plus(registered trademark) (a corn variety expressing Cry1Ab and Cry3Bb1toxins), Herculex I (registered trademark) (a corn variety expressingCry1Fa2 toxin and phosphinothricin N-acetyltransferase (PAT) to impartresistance to glufosinate), NatureGard (registered trademark), AGRISURE(registered trademark) CB Advantage (Bt11 cornborer (CB) character), andProtecta (registered trademark).

There have already been known transgenic cottons having one or moreinsecticidal pest-resistant genes and capable of producing one or moretoxins, and some of them are commercially available. Examples of thetransgenic cottons include BollGard (registered trademark) (cottoncultivar expressing a Cry1Ac toxin), BollGard (registered trademark) II(cotton cultivar expressing Cry1Ac and Cry2Ab toxins), BollGard(registered trademark) III (cotton cultivar expressing Cry1Ac, Cry2Aband VIP3A toxins), VipCot (registered trademark) (cotton cultivarexpressing a VIP3A and Cry1Ab toxins) and WideStrike (registeredtrademark) (cotton cultivar expressing Cry1Ac and Cry1F toxins).

Examples of the plant used in the present invention include plantsimparted with resistance to aphidas, such as soybean having a Rag1(ResistanceAphidGene1) gene introduced thereinto.

The above crops also include those imparted with a capacity of producingan anti-pathogenic substance having selective activity. As theanti-pathogenic substance, PR proteins (PRPs, EP-A-0 392 225) are known.These anti-pathogenic substances and transgenic plants producing thereofare described in EP-A-0 392 225, WO 95/33818, and EP-A-0 353 191.Examples of the anti-pathogenic substance expressed by the transgenicplants include ion channel inhibitors such as a sodium channel inhibitorand calcium channel inhibitor (KP1, KP4 and KP6 toxins produced byviruses are known); stilbene synthases; bibenzyl synthases; chitinase;glucanase; PR proteins; and substances produced by microorganisms, suchas peptide antibiotics, antibiotics having a heterocyclic ring andprotein factors (called genes resistant to plant diseases and aredescribed in WO 03/000906) involved in plant disease resistance.

The above crops include those imparted with useful traits, such asreformed oil component and enhanced amino acid content, by means of agenetic recombination technique. The crops are exemplified by VISTIVE(registered trademark) (low linolenic soybean with reduced linolenicacid content) and high-lysine (high-oil) corn (corn with increasedlysine or oil content).

The crops further include stacked varieties, which are fabricated bycombining the above classical herbicidal traits or herbicide resistantgenes, insecticidal pest resistant genes, anti-pathogenicsubstance-producing genes, reformed oil component and enhanced aminoacid content.

The above-mentioned crops include those imparted with tolerance todiseases, tolerance to dehydration stresses, traits to increase sugarcontent, and so on.

The present invention composition can control weeds effectively in,especially, soybean fields, cotton fields, and corn fields.

Examples of weeds capable of controlling the composition of the presentinvention include the followings.

Urticaceae weeds: anual nettle (Urtica urens);

Polygonaceous weeds: wild buckwheat (Polygonum convolvulus), palesmartweed (Polygonum lapathifolium), pennsylvania smartweed (Polygonumpensylvanicum), ladysthumb (Polygonum persicaria), tufted knotweed(Polygonum longisetum), knotweed (Polygonum aviculare), common knotweed(Polygonum arenastrum), Japanese knotweed (Polygonum cuspidatum),Japanese dock (Rumex japonicus), curly dock (Rumex crispus),broad-leaved dock (Rumex obtusifolius), and Sorrel (Rumex acetosa);

Portulacaceous weeds: common purslane (Portulaca oleracea);

Caryophyllaceous weeds: common chickweed (Stellaria media), mouse earchickweed (Cerastium holosteoides), sticky chickweed (Cerastiumglomeratum), corn spurry (Spergula arvensis), and common catchfly(Silene gallica);

Molluginaceae weeds: carpetweed (Mollugo verticillata)

Chenopodiaceous weeds: common lambsquarters (Chenopodium album),American wormseed (Chenopodium ambrosioides), burningbush (Kochiascoparia), tumble weed (Salsola kali), and Atriplex spp.;

Amaranthaceous weeds: redroot pigweed (Amaranthus retroflexus), slenderamaranth (Amaranthus viridis), livid amaranth (Amaranthus lividus),spiny amaranth (Amaranthus spinosus), smooth pigweed (Amaranthushybridus), palmer amaranth (Amaranthus palmeri), common waterhemp(Amaranthus rudis), smooth pigweed (Amaranthus patulus), rough-fruitamaranth (Amaranthus tuberculatos), mat amaranth (Amaranthus blitoides),large-fruited amaranth (Amaranthus deflexus), Amaranthus quitensis,alligatorweed (Alternanthera philoxeroides), alligator weed(Alternanthera sessilis), and Sanguinarea (Alternanthera tenella);

Papaveraceae weeds: corn poppy (Papaver rhoeas) and Mexican pricklypoppy (Argemone mexicana);

Cruciferous weeds: wild radish (Raphanus raphanistrum), radish (Raphanussativus), wild mustard (Sinapis arvensis), shepherd spurse (Capsellabursa-pastoris), brown mustard (Brassica juncea), wild turnip (Brassicacampestris), tansy mustard (Descurainia pinnata), yellow marsh-cress(Rorippa islandica), yellow fieldcress (Rorippa sylvestris), fieldpenny-cress (Thlaspi arvense), annual bastard-cabbage (Myagrum rugosum),Virginia pepperweed (Lepidium virginicum), and lesser swinecress(Coronopus didymus);

Capparaceae weeds: Cleome affinis;

Leguminosae weeds: indian jointvetch (Aeschynomene indica), zigzagjointvetch (Aeschynomene rudis), coffeeweed (Sesbania exaltata),sicklepod (Cassia obtusifolia), coffee senna (Cassia occidentalis),dixie ticktrefoil (Desmodium tortuosum), bush groundnut (Desmodiumadscendens), Dutch clover (Trifolium repens), kudzu (Pueraria lobata),common vetch (Vicia angustifolia), hairy indigo (Indigofera hirsuta),Indigofera truxillensis, and cowpea (Vigna sinensis);

Oxalidaceae weeds: woodsorrel (Oxalis corniculata), yellow wood sorrel(Oxalis strica), and Oxalis oxyptera;

Geraniaceae weeds: carolina geranium (Geranium carolinense) and redstemstorksbill (Erodium cicutarium);

Euphorbiaceous weeds: sun spurge (Euphorbia helioscopia), spotted spurge(Euphorbia maculata), prostrate spurge (Euphorbia humistrata), leafyspurge (Euphorbia esula), Mexican fireplant (Euphorbia heterophylla),para rubber tree (Euphorbia brasiliensis), Australian acalypha (Acalyphaaustralis), tropic croton (Croton glandulosus), lobed croton (Crotonlobatus), Mascarene island leaf-flower (Phyllanthus corcovadensis), andcastor bean (Ricinus communis);

Malvaceous weeds: velvetleaf (Abutilon theophrasti), arrowleaf sida(Sida rhombiforia), flannelweed (Sida cordifolia), prickly sida (Sidaspinosa), Sida glaziovii, Sida santaremnensis, venice mallow (Hibiscustrionum), spurred anoda (Anoda cristata), and broomweed (Malvastrumcoromandelianum);

Sterculioideae weeds: uhaloa (Waltheria indica);

Violaceous weeds: field pansy (Viola arvensis) and wild pansy (Violatricolor);

Cucurbitaceae weeds: burcucumber (Sicyos angulatus), wild cucumber(Echinocystis lobata), and bitter cucumber (Momordica charantia);

Lythraceae weeds: purple loosestrife (Lythrum salicaria);

Apiaceae weeds: water pennywort (Hydrocotyle sibthorpioides);

Sapindaceae weeds: balloon vine (Cardiospermum halicacabum);

Primulaceae weeds: Scarlet pimpernel (Anagallis arvensis);

Asclepiadaceae weeds: common milkweed (Asclepias syriaca) and honeyvinemilkweed (Ampelamus albidus);

Rubiaceous weeds: catchweed bedstraw (Galium aparine), catchweed (Galiumspurium var. echinospermon), broadleaf buttonweed (Spermacocelatifolia), Mexican clover (Richardia brasiliensis), and winged falsebuttonweed (Borreria alata);

Convolvulaceous weeds: Japanese morning glory (Ipomoea nil), ivyleafmorning glory (Ipomoea hederacea), tall morning glory (Ipomoeapurpurea), entireleaf morning glory (Ipomoea hederacea var.integriuscula), pitted morning glory (Ipomoea lacunosa), threelobemorning glory (Ipomoea triloba), blue morning glory (Ipomoea acuminata),scarlet morning glory (Ipomoea hederifolia), red morning glory (Ipomoeacoccinea), cypressvine morning glory (Ipomoea quamoclit), Ipomoeagrandifolia, Ipomoea aristolochiafolia, ivy-leaved morning glory(Ipomoea cairica), field bindweed (Convolvulus arvensis), Japanese falsebindweed (Calystegia hederacea), Japanese bindweed (Calystegiajaponica), german ivy (Merremia hedeacea), hairy woodrose (Merremiaaegyptia), roadside woodrose (Merremia cissoides), and hairy clustervine(Jacquemontia tamnifolia);

Boraginaceous weeds: forget-me-not (Myosotis arvensis);

Labiate weeds: purple deadnettle (Lamium purpureum), henbit deadnettle(Lamium amplexicaule), christmas candlestick (Leonotis nepetaefolia),pignut (Hyptis suaveolens), Hyptis lophanta, honeyweed (Leonurussibiricus), and stagger weed (Stachys arvensis);

Solanaceous weeds: jimsonweed (Datura stramonium), black nightshade(Solanum nigrum), American nightshade (Solanum americanum), Easternblack nightshade (Solanum ptycanthum), hairy nightshade (Solanumsarrachoides), buffalobur (Solanum rostratum), Dutch eggplant (Solanumaculeatissimum), sticky nightshade (Solanum sisymbriifolium),horsenettle (Solanum carolinense), ground cherry (Physalis angulata),smooth groundcherry (Physalis subglabrata), and shoo-fly plant (Nicandraphysaloides);

Scrophulariaceae weeds: ivyleaf speedwell (Veronica hederaefolia),Persian speedwell (Veronica persica), and corn speedwell Veronicaarvensis);

Plantaginaceae weed: Chinese plantain (Plantago asiatica);

Compositae weeds: common cocklebur (Xanthium pensylvanicum), noogooraburr (Xanthium occidentale), common sunflower (Helianthus annuus),chamomile (Matricaria chamomilla), scentess chamomile (Matricariaperforata), corn marigold (Chrysanthemum segetum), pineappleweed(Matricaria matricarioides), mugwort (Artemisia princeps), commonmugwort (Artemisia vulgaris), Chinese mugwort (Artemisia verlotorum),tall goldenrod (Solidago altissima), dandelion (Taraxacum officinale),hairy galinsoga (Galinsoga ciliata), Smallfower galinsoga (Galinsogaparviflora), common groundsel (Senecio vulgaris), Senecio brasiliensis,Senecio grisebachii, hairy fleabane (Conyza bonariensis), Horseweed(Conyza canadensis), ragweed (Ambrosia artemisiaefolia), giant ragweed(Ambrosia trifida), Hairy begger-ticks (Bidens pilosa), devil'sbeggartick (Bidens frondosa), Bidens subalternans, creeping thistle(Cirsium arvense), bull thistle (Cirsium vulgare), milk thistle (Silybummarianum), musk thistle (Carduus nutans), prickly lettuce (Lactucaserriola), sow thistle (Sonchus oleraceus), spiny sowthistle (Sonchusasper), beach creeping oxeye (Wedelia glauca), perfoliate blackfoot(Melampodium perfoliatum), cupid's shaving brush (Emilia sonchifolia),wild marigold (Tagetes minuta), para cress (Blainvillea latifolia), coatbuttons (Tridax procumbens), yerba porosa (Porophyllum ruderale),paraguay starbur (Acanthospermum australe), bristly starbur(Acanthospermum hispidum), heart seed (Cardiospermum halicacabum), bluetop (Ageratum conyzoides), common boneset (Eupatorium perfoliatum),false daisy (Eclipta alba), American burnweed (Erechtites hieracifolia),American everlasting (Gamochaeta spicata), shiny cudweed (Gnaphaliumspicatum), Jaegeria hirta, carrot grass (Parthenium hysterophorus),Menamomi (Siegesbeckia orientalis), and weeping lovegrass (Solivasessilis);

Liliaceae weeds: wild onion (Allium canadense) and wild garlic (Alliumvineale);

Commelinaceae weeds: asiatic dayflower (Commelina communis), Bengaldayflower (Commelina bengharensis), and erect dayflower (Commelinaerecta);

Graminaceous weeds: barnyardgrass (Echinochloa crus-galli), greenfoxtail (Setaria viridis), giant foxtail (Setaria faberi), yellowfoxtail (Setaria glauca), knotroot foxtail (Setaria geniculata),southern crabgrass (Digitaria ciliaris), large crabgrass (Digitariasanguinalis), Jamaican crabgrass (Digitaria horizontalis), sourgrass(Digitaria insularis), goosegrass (Eleusine indica), annual bluegrass(Poa annua), orange foxtail (Alospecurus aequalis), blackgrass(Alopecurus myosuroides), wild oat (Avena fatua), johnsongrass (Sorghumhalepense), shattercane (Sorghum vulgare), quackgrass (Agropyronrepens), Italian ryegras (Lolium multiflorum), perennial ryegrass(Lolium perenne), wimmera ryegrass (Lolium rigidum), rye brome (Bromussecalinus), downy brome (Bromus tectorum), foxtail barley (Hordeumjubatum), goatgrasses (Aegilops cylindrica), reed canarygrass (Phalarisarundinacea), lesser cabrygrass (Phalaris minor), silky bentgrass (Aperaspica-venti), fall panicum (Panicum dichotomiflorum), Texas panicum(Panicum texanum), Guinea grass (Panicum maximum), broadleaf signaigrass(Brachiaria platyphylla), ruzigrass (Brachiaria ruziziensis),alexandergrass (Brachiaria plantaginea), surinam grass (Brachiariadecumbens), pallisade grass (Brachiaria brizantha), koronivia grass(Brachiaria humidicola), common sandbur (Cenchrus echinatus), spiny burrgrass (Cenchrus pauciflorus), woolly cupgrass (Eriochloa villosa),Pennisetum (Pennisetum setosum), rhodes grass (Chloris gayana), Jerseylove grass (Eragrostis pilosa), ruby grass (Rhynchelitrum repens),crowfoot grass (Dactyloctenium aegyptium), ribbed murainagrass(Ischaemum rugosum), rice (Oryza sativa), bahia grass (Paspalumnotatum), coastal sand paspalum (Paspalum maritimum), kikuyugrass(Pennisetum clandestinum), fountaingrass (Pennisetum setosum), and itchgrass (Rottboellia cochinchinensis);

Cllitrichaceae weeds: amur cyperus (Cyperus microiria), ricefieldflatsedge (Cyperus iria), rice flatsedge (Cyperus odoratus), nut grass(Cyperus rotundus), yellow nutsedge (Cyperus esculentus), and pasturespikesedge (Kyllinga gracillima); and

Equisetaceous weeds: field horsetail (Equisetum arvense) and marshhorsetail (Equisetum palustre).

In the present invention composition, the mixing ratio, expressed inweight ratio, of the one or more compounds selected from Group A toisoxaflutole is within the range of from 1:0.01 to 1:100, preferablyfrom 1:0.05 to 1:50, more preferably from 1:0.1 to 1:10.

In the present invention composition, the mixing ratio, expressed inweight ratio, of the one or more compounds selected from Group A tocyprosulfamide is within the range of from 1:0.01 to 1:100, preferablyfrom 1:0.05 to 1:50, more preferably from 1:0.1 to 1:10.

In the present invention composition, the mixing ratio, expressed inweight ratio, of the one or more compounds selected from GroupA:isoxaflutole:cyprosulfamide is within the range of1:0.01-100:0.01-100, preferably 1:0.05-50:0.05-50, more preferably1:0.1-10:0.1-10.

Usually, the present invention composition is formulated to emulsifiableconcentrates, wettable powders, suspensible concentrates, granules, andso on by being mixed with a solid carrier, a liquid carrier, or thelike, and optionally with surfactants and other auxiliaries forformulation. These formulations generally contain 0.1 to 90% by weight,preferably about 1 to about 80% by weight of the total amount ofisoxaflutole, cyprosulfamide, and the one or more compounds selectedfrom Group A.

Examples of the solid carrier used for formulating the composition ofthe present invention include fine powders and granules of clays such askaolinite, diatomaceous earth, synthetic hydrated silica, Fubasami clay,bentonite and acid clay; talc; other inorganic minerals such assericite, quartz powder, sulfur powder, activated carbon and calciumcarbonate; and chemical fertilizer such as ammonium sulfate, ammoniumphosphate, ammonium nitrate, ammonium chloride and urea. Examples of theliquid carrier include water; alcohols such as methanol and ethanol;ketones such as acetone, methyl ethyl ketone and cyclohexanone; aromatichydrocarbons such as toluene, xylene, ethylbenzene andmethylnaphthalene; non-aromatic hydrocarbons such as hexane, cyclohexaneand kerosene; esters such as ethyl acetate and butyl acetate; nitrilessuch as acetonitrile and isobutyronitrile; ethers such as dioxane anddiisopropyl ether; acid amides such as dimethylformamide anddimethylacetamide; and halogenated hydrocarbons such as dichloroethaneand trichloroethylene.

Examples of the surfactant used for formulating the composition of thepresent invention include alkyl sulfate esters, alkylsulfonate salts,alkylarylsulfonate salts, alkylaryl ethers, polyoxyethylene alkylarylethers, polyethylene glycol ethers, polyhydric alcohol esters and sugaralcohol derivatives. Examples of the other auxiliary for formulationinclude sticking agents and dispersants, such as casein; gelatin;polysaccharides such as starch, gum arabic, cellulose derivatives andalginic acid; lignin derivatives; bentonite; and synthetic water-solublepolymers such as polyvinyl alcohol, polyvinylpyrrolidone and polyacrylicacid; and stabilizers such as PAP (isopropyl acid phosphate), BHT(2,6-tert-butyl-4-methylphenol), BHA (2-/3-tert-butyl-4-methoxyphenol),vegetable oil, mineral oil, fatty acid and fatty acid ester.

The present invention composition can also be prepared by formulatingeach of the active ingredients by the above-described procedure, andthen mixing the resulting formulations.

The present invention composition formulated can be applied as it is toa soil or a plant or alternatively may be applied to a soil or a plantafter being diluted with water or the like. Moreover, the presentinvention composition may be used for increasing herbicidal activitiesby being used in admixture with another herbicide. Furthermore, thepresent invention composition can be used together with insecticides,fungicides, plant growth regulators, fertilizers, soil-improving agents,and so on.

Examples of herbicides with which the composition of the presentinvention may be mixed include the following.

2,4-D, 2,4-D-ammonium, 2,4-D-butotyl, 2,4-D-2-butoxypropyl,2,4-D-3-butoxypropyl, 2,4-D-butyl, 2,4-D-diethylammonium,2,4-D-dimethylammonium, 2,4-D-diolamine, 2,4-D-dodecylammonium,2,4-D-ethyl, 2,4-D-2-ethylhexyl, 2,4-D-heptylammonium, 2,4-D-isooctyl,2,4-D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-lithium, 2,4-D-meptyl,2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-sodium,2,4-D-tefuryl, 2,4-D-tetradecylammonium, 2,4-D-triethylammonium,2,4-D-tris(2-hydroxypropyl)ammonium, 2,4-D-trolamine, 2,4-D-choline,2,4-DB, 2,4-DB-dimethylammonium, 2,4-DB-isooctyl, 2,4-DB-butyl,2,4-DB-sodium, 2,4-DB-potassium, 2,4-DB-choline, MCPA,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-isooctyl, MCPA-butotyl,MCPA-butyl, MCPA-diolamine, MCPA-ethyl, MCPA-isobutyl, MCPA-isopropyl,MCPA-methyl, MCPA-olamine, MCPA-sodium, MCPA-trolamine, MCPA-choline,MCPB, MCPB-ethyl, MCPB-methyl, MCPB-sodium, MCPB-choline, mecoprop,mecoprop-dimethylammonium, mecoprop-diolamine, mecoprop-ethadyl,mecoprop-2-ethylhexyl, mecoprop-isooctyl, mecoprop-methyl,mecoprop-potassium, mecoprop-sodium, mecoprop-trolamine,mecoprop-choline, mecoprop-P, mecoprop-P-dimethylammonium,mecoprop-P-2-ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium,mecoprop-P-choline, dichlorprop, dichlorprop-butotyl,dichlorprop-dimethylammonium, dichlorprop-ethylammonium,dichlorprop-2-ethylhexyl, dichlorprop-isooctyl, dichlorprop-methyl,dichlorprop-potassium, dichlorprop-sodium, dichlorprop-choline,dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-2-ethylhexyl, dichlorprop-choline, dicamba,dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine,dicamba-isopropylammonium, dicamba-methyl, dicamba-olamine,dicamba-potassium, dicamba-sodium, dicamba-trolamine, dicamba-choline,bromoxynil, bromoxynil-octanoate, dichlobenil, ioxynil,ioxynil-octanoate, di-allate, butylate, tri-allate, phenmedipham,chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb,pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, swep,propachlor, metazachlor, alachlor, acetochlor, metolachlor,S-metolachlor, butachlor, pretilachlor, thenylchlor,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, trifluralin, pendimethalin,ethalfluralin, benfluralin, prodiamine, simazine, atrazine, propazine,cyanazine, ametryn, simetryn, dimethametryn, prometryn, indaziflam,triaziflam, metribuzin, hexazinone, isoxaben, diflufenican, diuron,linuron, fluometuron, difenoxuron, methyldymron, isoproturon, isouron,tebuthiuron, benzthiazuron, methabenzthiazuron, propanil, mefenacet,clomeprop, naproanilide, bromobutide, daimuron, cumyluron, etobenzanid,bentazon, tridiphane, indanofan, amitrole, fenchlorazole, clomazone,maleic hydrazide, pyridate, chloridazon, norflurazon, bromacil,terbacil, oxaziclomefone, cinmethylin, benfuresate, cafenstrole,carfentrazone-ethyl, flumiclorac-pentyl, pyrithiobac,pyrithiobac-sodium, pyriminobac, pyriminobac-methyl, bispyribac,bispyribac-sodium, pyribenzoxim, pyrimisulfan, pyriftalid, triafamone,fentrazamide, dimethenamid, dimethenamid-P, ACN, benzobicyclon,dithiopyr, triclopyr, triclopyr-butotyl, triclopyr-ethyl,triclopyr-triethylammonium, thiazopyr, fluoroxypyr, fluoroxypyr-meptyl,aminopyralid, aminopyralid-potassium,aminopyralid-tris(2-hydroxypropyl)ammonium), aminopyralid-choline,clopyralid, clopyralid-methyl, clopyralid-olamine, clopyralid-potassium,clopyralid-tris(2-hydroxypropyl)ammonium, clopyralid-choline, dalapon,chlorthiamid, amidosulfuron, azimsulfuron, bensulfuron,bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, cyclosulfamuron,ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron,flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron,halosulfuron-methyl, imazosulfuron, mesosulfuron, mesosulfuron-methyl,nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron,primisulfuron-methyl, propyrisulfuron, pyrazosulfuron,pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl,sulfosulfuron, trifloxysulfuron, chlorsulfuron, cinosulfuron,ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,iodosulfuron-methyl-sodium, metsulfuron, metsulfuron-methyl,prosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron,tribenuron, tribenuron-methyl, triflusulfuron, triflusulfuron-methyl,tritosulfuron, picolinafen, beflubutamid, mesotrione, sulcotrione,tefuryltrione, tembotrione, isoxachlortole, benzofenap, pyrasulfotole,pyrazolynate, pyrazoxyfen, topramezone, flupoxam, amicarbazone,bencarbazone, flucarbazone, flucarbazone-sodium, ipfencarbazone,propoxycarbazone, propoxycarbazone-sodium, thiencarbazone,thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam,florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam,imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium,imazapic, imazapic-ammonium, imazapyr, imazaquin, imazethapyr,clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P,haloxyfop-P-methyl, metamifop, propaquizafop, quizalofop,quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, alloxydim,clethodim, sethoxydim, tepraloxydim, tralkoxydim, pinoxaden,pyroxasulfone, glyphosate, glyphosate-isopropylamine,glyphosate-trimethylsulfonium, glyphosate-ammonium,glyphosate-diammonium, glyphosate-sodium, glyphosate-potassium,glyphosate guanidine derivative salts, glufosinate,glufosinate-ammonium, glufosinate-P, glufosinate-P-sodium,glufosinate-P-ammonium, bialafos, anilofos, bensulide, butamifos,paraquat, paraquat-dichloride, diquat and diquat-dibromide.

While the dosage of the present invention composition depends upon themixing ratio of isoxaflutole, cyprosulfamide, and the one or morecompounds selected from Group A, weather conditions, formulation types,application time, application methods, application places, objectiveweeds, and objective crops, and it is usually 1 to 3000 g per hectare,which is expressed in the amount of active ingredients of isoxaflutole,cyprosulfamide, and the one or more compounds selected from Group A intotal. An emulsifiable concentrate, a wettable powder, a suspensibleconcentrate, and so on are applied usually with dilution with 100 to2000 liters of water per hectare such that the above-described amount ofactive ingredients may be achieved. Further, when the present inventioncomposition is applied to weeds by foliar treatment, it is expected toenhance a herbicidal effect against weeds by adding an adjuvant to thediluted liquid of the present invention composition.

The present invention composition is applied to weeds or a place whereweeds are to emerge. The application to weeds may be application toweeds per se or application to a soil where weeds have emerged. Theapplication to a place where weeds are to emerge may be application tothe surface of a soil where weeds have not emerged yet.

Examples of the application method of the present invention compositioninclude the following embodiments:

a method of spreading the composition over the surface of a soil beforesowing seeds of crops and before weed emergence;

a method of spreading the composition over the surface of a soil beforesowing seeds of crops and after weed emergence;

a method of spraying the composition over weeds before sowing seeds ofcrops and after weed emergence;

a method of spreading the composition over a surface of the soil aftersowing seeds of crops, before emergence of the crops, and before weedemergence;

a method of spreading the composition over the surface of a soil aftersowing seeds of crops, before emergence of the crops, and after weedemergence;

a method of spreading the composition over weeds after sowing seeds ofcrops, before emergence of the crops, and after weed emergence;

a method of spreading the composition over the surface of a soil in thepresence of crops, before weed emergence;

a method of spreading the composition over the surface of a soil in thepresence of crops, after weed emergence; and/or

a method of spreading the composition over weeds in the presence ofcrops, after weed emergence.

EXAMPLES

The present invention will be described in more detail below by thefollowing Examples, but the present invention is not limited to theExamples.

[Formulation]

Formulation Examples are described below. In the following Examples, allthe “parts” are by weight unless otherwise stated.

Formulation Example 1

A wettable formulation is obtained by thoroughly pulverizing and mixing2 parts of flumioxazin, 20 parts of isoxaflutole, 20 parts ofcyprosulfamide, 2 parts of sodium lauryl sulfate, and 56 parts ofsynthetic hydrous silicon oxide.

Formulation Example 2

A wettable formulation is obtained by thoroughly pulverizing and mixing20 parts of flumioxazin, 2 parts of isoxaflutole, 2 parts ofcyprosulfamide, 2 parts of sodium lauryl sulfate, and 74 parts ofsynthetic hydrous silicon oxide.

Formulation Example 3

A wettable formulation is obtained by thoroughly pulverizing and mixing2 parts of saflufenacil, 20 parts of isoxaflutole, 20 parts ofcyprosulfamide, 2 parts of sodium lauryl sulfate, and 56 parts ofsynthetic hydrous silicon oxide.

Formulation Example 4

A wettable formulation is obtained by thoroughly pulverizing and mixing20 parts of saflufenacil, 2 parts of isoxaflutole, 2 parts ofcyprosulfamide, 2 parts of sodium lauryl sulfate, and 74 parts ofsynthetic hydrous silicon oxide.

Formulation Example 5

A suspension formulation is obtained by mixing 2 parts of sulfentrazone,20 parts of isoxaflutole, 20 parts of cyprosulfamide, 3 parts ofpolyoxyethylene sorbitan monooleate, 3 parts of CMC(carboxymethylcellulose), and 52 parts of water, and wet-pulverizing themixture until the particle size becomes 5 μm or smaller.

Formulation Example 6

An emulsifiable concentrate is obtained by mixing 2 parts offomesafen-sodium, 2 parts of isoxaflutole, 2 parts of cyprosulfamide, 14parts of polyoxyethylene stearyl phenyl ether, 6 parts of calciumdodecylbenzene sulfonate, 30 parts of xylene, and 44 parts ofN,N-dimethylformamide.

Formulation Example 7

An emulsifiable concentrate is obtained by mixing 2 parts ofoxyfluorfen, 2 parts of isoxaflutole, 2 parts of cyprosulfamide, 14parts of polyoxyethylene stearylphenyl ether, 6 parts of calciumdodecylbenzene sulfonate, 30 parts of xylene, and 44 parts ofN,N-dimethylformamide.

Formulation Example 8

An emulsifiable concentrate is obtained by mixing 2 parts of Compound 1,2 parts of isoxaflutole, 2 parts of cyprosulfamide, 14 parts ofpolyoxyethylene stearyl phenyl ether, 6 parts of calcium dodecylbenzenesulfonate, 30 parts of xylene, and 44 parts of N,N-dimethylformamide.

[Herbicidal Activity]

The herbicidal activity is evaluated by dividing the activity into 0 to100, wherein “0” indicates that the emergence or growing state of a testweed at the examination has no or little difference from that of anuntreated control, and “100” indicates that a test plant is completelywithered and died, or their emergence or growth is completely inhibited.

Example 1

Amaranthus retroflexus and Digitaria ciliaris were sowed on a plasticpot filled with a soil. Following the sowing, on the day of the sowing,a mixed liquid of flumioxazin, isoxaflutole, and cyprosulfamide wassprayed uniformly so that the amounts of the agents might become thoseshown in Tables 1 in a sprayed water amount of 500 L/ha. The mixedliquid of flumioxazin, isoxaflutole, and cyprosulfamide was prepared bydissolving the respective compounds in prescribed amounts separately inacetone containing 2% (w/v) of Tween 20 (surfactant, produced by TokyoChemical Industry Co., Ltd.), diluting the respective solutions withwater and then combining them, followed by dilution with water so thatthe final acetone concentration of the spray liquid might be 10% byvolume. After the spray treatment, the pot was carried into agreenhouse. Thirty one days after the spray treatment, seeds of corn(species: Pioneer 31P41), seeds of soybean (species: Williams 82), andseeds of cotton (species: unknown) were sowed. Thirty days after thespray treatment, the herbicidal activity was evaluated.

The results are shown in Table 1.

TABLE 1 Amounts of Herbicidal activity ingredients Amaranthus DigitariaTest compounds (g/ha) retroflexus ciliaris Flumioxazin 2 100 100 +Isoxaflutole + 20 + Cyprosulfamide + 20 20 100 100 + 2 + 2

Example 2

Ipomoea hederacea was sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid offlumioxazin, isoxaflutole, and cyprosulfamide was sprayed uniformly sothat the amounts of the agents might become those shown in Table 2 in asprayed water amount of 500 L/ha. The mixed liquid of flumioxazin,isoxaflutole, and cyprosulfamide was prepared by dissolving therespective compounds in prescribed amounts separately in acetonecontaining 2% (w/v) of Tween 20 (surfactant, produced by Tokyo ChemicalIndustry Co., Ltd.), diluting the respective solutions with water andthen combining them, followed by dilution with water so that the finalacetone concentration of the spray liquid might be 10% by volume. Afterthe spray treatment, the pot was carried into a greenhouse. Ten daysafter the spray treatment, the herbicidal activity to Ipomoea hederaceawas evaluated.

The results are shown in Table 2.

TABLE 2 Herbicidal Amounts of activity ingredients Ipomoea Testcompounds (g/ha) hederacea Flumioxazin 20 100 + Isoxaflutole + 2 +Cyprosulfamide + 2 Flumioxazin 20 80 Isoxaflutole 2 0 + Cyprosulfamide +2

Example 3

Echinochloa crus-galli was sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid offlumioxazin, isoxaflutole, and cyprosulfamide was sprayed uniformly sothat the amounts of the agents might become those shown in Table 3 in asprayed water amount of 500 L/ha. The mixed liquid of flumioxazin,isoxaflutole, and cyprosulfamide was prepared by dissolving therespective compounds in prescribed amounts separately in acetonecontaining 2% (w/v) of Tween 20 (surfactant, produced by Tokyo ChemicalIndustry Co., Ltd.), diluting the respective solutions with water andthen combining them, followed by dilution with water so that the finalacetone concentration of the spray liquid might be 10% by volume. Afterthe spray treatment, the pot was carried into a greenhouse. Twenty daysafter the spray treatment, the herbicidal activity to Echinochloacrus-galli was evaluated.

The results are shown in Table 3.

TABLE 3 Herbicidal Amounts of activity ingredients Echinochloa Testcompounds (g/ha) crus-galli Flumioxazin 2 90 + Isoxaflutole + 20 +Cyprosulfamide + 20 Flumioxazin 2 10 Isoxaflutole 20 60+Cyprosulfamide + 20

Example 4

Amaranthus retroflexus, Ipomoea hederacea, Echinochloa crus-galli, andDigitaria ciliaris are sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid ofsulfentrazone, isoxaflutole, and cyprosulfamide is sprayed uniformly.After the spray treatment, the pot is carried into a greenhouse. As aresult, an excellent herbicidal activity is observed.

Example 5

Amaranthus retroflexus, Ipomoea hederacea, Echinochloa crus-galli, andDigitaria ciliaris are sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid ofsaflufenacil, isoxaflutole, and cyprosulfamide is sprayed uniformly.After the spray treatment, the pot is carried into a greenhouse. As aresult, an excellent herbicidal activity is observed.

Example 6

Amaranthus retroflexus, Ipomoea hederacea, Echinochloa crus-galli, andDigitaria ciliaris are sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid ofoxyfluorfen, isoxaflutole, and cyprosulfamide is sprayed uniformly.After the spray treatment, the pot is carried into a greenhouse. As aresult, an excellent herbicidal activity is observed.

Example 7

Amaranthus retroflexus, Ipomoea hederacea, Echinochloa crus-galli, andDigitaria ciliaris are sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid offomesafen-sodium, isoxaflutole, and cyprosulfamide is sprayed uniformly.After the spray treatment, the pot is carried into a greenhouse. As aresult, an excellent herbicidal activity is observed.

Example 8

Amaranthus retroflexus, Ipomoea hederacea, Echinochloa crus-galli, andDigitaria ciliaris are sowed on a plastic pot filled with a soil.Following the sowing, on the day of the sowing, a mixed liquid ofCompound 1, isoxaflutole, and cyprosulfamide is sprayed uniformly. Afterthe spray treatment, the pot is carried into a greenhouse. As a result,an excellent herbicidal activity is observed.

Example 9

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid offlumioxazin, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

Example 10

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid ofsulfentrazone, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

Example 11

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid ofsaflufenacil, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

Example 12

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid ofoxyfluorfen, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

Example 13

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid offomesafen-sodium, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

Example 14

To the surface of a soil in a pot where grape, Satsuma mandarin, peach,and almond are cultivated is sprayed uniformly a mixed liquid ofCompound 1, isoxaflutole, and cyprosulfamide.

The plants are grown outdoors. As a result, a high herbicidal activityto weeds is observed.

The present invention makes it possible to control weeds in crop fields,vegetable fields, tree lands, or non-cultivated lands.

What is claimed is:
 1. A herbicidal composition comprising as activeingredients isoxaflutole, cyprosulfamide and flumioxazin.
 2. Theherbicidal composition according to claim 1, wherein the weight ratio offlumioxazin to isoxaflutole is from 1:0.01 to 1:100.
 3. The herbicidalcomposition according to claim 1, wherein the weight ratio offlumioxazin to cyprosulfamide is from 1:0.01 to 1:100.
 4. A weed controlmethod comprising applying isoxaflutole, cyprosulfamide and flumioxazinsimultaneously or in combination to a soil of a place where weeds growor are to grow, or to weeds.
 5. The method according to claim 4, whereinthe weight ratio of flumioxazin to isoxaflutole is within the range offrom 1:0.01 to 1:100.
 6. The method according to claim 4, wherein theweight ratio of flumioxazin to cyprosulfamide is within the range offrom 1:0.01 to 1:100.
 7. The method according to claim 4, wherein theplace where weeds grow or are to grow is a soybean field, a cottonfield, or a corn field.
 8. The weed control method according to claim 7,wherein the soybean of the soybean field, the cotton of the cottonfield, or the corn of the corn field is transgenic soybean, transgeniccotton, or transgenic corn.
 9. The weed control method according toclaim 7, wherein the soybean of the soybean field, the cotton of thecotton field, or the corn of the corn field is transgenic soybean,transgenic cotton, or transgenic corn to each of which resistance toherbicides has been imparted.
 10. The weed control method according toclaim 7, wherein the soybean of the soybean field or the cotton of thecotton field is transgenic soybean imparted with resistance to4-hydroxyphenylpyruvate dioxygenase inhibitors or transgenic cottonimparted with resistance to 4-hydroxyphenylpyruvate dioxygenaseinhibitors.
 11. The method according to claim 4, wherein the place whereweeds grow or are to grow is an orchard.